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DuolingoPosted 2 months ago

Executive Assistant to the CEO

$152,000–$228,000 year

On-siteNew York, United States

Full TimeMediumEducation Software

Job Summary

Own end-to-end calendar management for the CEO, prioritizing time against company goals and proactively resolving conflicts to protect deep-work windows. Partner with the Chief of Staff and other EAs to ensure seamless handoffs and strategic alignment. Plan and manage detailed domestic and international travel, including itineraries for board meetings, off-sites, and external appearances. Build lightweight systems and documentation that improve executive workflows using modern productivity tools and AI. Serve as a high-judgment point of contact for internal and external stakeholders, maintaining confidentiality while representing the CEO's office with professionalism. This in-person role involves regular collaboration across executive leaders.

Required Qualifications

  • Significant experience supporting a CEO, founder, or senior executive with complex, fast-changing schedules and priorities
  • Demonstrated excellence in high-volume calendar orchestration, logistics, and meeting readiness, with a track record of anticipating needs and solving problems proactively
  • Outstanding organization and written/verbal communication skills
  • Unshakeable discretion and judgment
  • Calm, focused execution under pressure
  • Service mindset that helps leaders operate at their best
  • Comfort collaborating across senior leadership and cross-functional teams
  • Working in person with the Office of the CEO and other EAs
  • Proficiency with modern productivity and collaboration tools (G Suite, Slack, Zoom, Mac)
  • Interest in leveraging AI to streamline workflows
  • 10+ years supporting CEOs in high-growth or complex organizations
  • Experience coordinating board meetings, leadership off-sites, and major external engagements across time zones
  • Prior partnership with a Chief of Staff and/or Office of the CEO team to align executive time with strategic priorities
  • Experience using generative AI and automation in an EA context to improve speed and quality of deliverables
  • Experience collaborating closely with a broader Executive Operations or People function

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